6,11-Tetradecadien-1-ol, 3,9-bis[(4-methoxyphenyl)methoxy]-2,8,10-trimethyl-14-[(2S,3S,4S,5R, 6R)-tetrahydro-6-methoxy-4-(methoxymethoxy)-3,5-dimethyl-2H-pyran- 2-yl]-, (2R,3R,6Z,8S,9R,10S,11Z)-

Base Information

• Chemical Name: 6,11-Tetradecadien-1-ol, 3,9-bis[(4-methoxyphenyl)methoxy]-2,8,10-trimethyl-14-[(2S,3S,4S,5R, 6R)-tetrahydro-6-methoxy-4-(methoxymethoxy)-3,5-dimethyl-2H-pyran- 2-yl]-, (2R,3R,6Z,8S,9R,10S,11Z)-
• CAS No.: 565229-91-6
• Molecular Formula: C43H66O9
• Molecular Weight: 726.992
• Mol file: 565229-91-6.mol

Synonyms:

Chemical Property of 6,11-Tetradecadien-1-ol, 3,9-bis[(4-methoxyphenyl)methoxy]-2,8,10-trimethyl-14-[(2S,3S,4S,5R, 6R)-tetrahydro-6-methoxy-4-(methoxymethoxy)-3,5-dimethyl-2H-pyran- 2-yl]-, (2R,3R,6Z,8S,9R,10S,11Z)-

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 6,11-Tetradecadien-1-ol, 3,9-bis[(4-methoxyphenyl)methoxy]-2,8,10-trimethyl-14-[(2S,3S,4S,5R, 6R)-tetrahydro-6-methoxy-4-(methoxymethoxy)-3,5-dimethyl-2H-pyran- 2-yl]-, (2R,3R,6Z,8S,9R,10S,11Z)-

There total 24 articles about 6,11-Tetradecadien-1-ol, 3,9-bis[(4-methoxyphenyl)methoxy]-2,8,10-trimethyl-14-[(2S,3S,4S,5R, 6R)-tetrahydro-6-methoxy-4-(methoxymethoxy)-3,5-dimethyl-2H-pyran- 2-yl]-, (2R,3R,6Z,8S,9R,10S,11Z)- which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

(4S,5R)-4-{(3Z,5S,6S,7S,8Z)-6-(4-methoxybenzyloxy)-11-[(2S,3R,4S,5R,6R)-6-methoxy-4-methoxymethoxy-3,5-dimethyltetrahydropyran-2-yl]-5,7-dimethylundeca-3,8-dienyl}-2-(4-methoxyphenyl)-5-methyl[1,3]dioxane (565229-49-4) → (6Z,11Z)-(2R,3R,8S,9R,10S)-3,9-Bis-(4-methoxy-benzyloxy)-14-((2S,3S,4S,5R,6R)-6-methoxy-4-methoxymethoxy-3,5-dimethyl-tetrahydro-pyran-2-yl)-2,8,10-trimethyl-tetradeca-6,11-dien-1-ol (565229-91-6)

Guidance literature:

With diisobutylaluminium hydride; In hexane; dichloromethane; at 0 ℃; for 2h;

DOI:10.1021/jm0204136

Reference yield:

p-Anisaldehyde dimethyl acetal (2186-92-7) → (6Z,11Z)-(2R,3R,8S,9R,10S)-3,9-Bis-(4-methoxy-benzyloxy)-14-((2S,3S,4S,5R,6R)-6-methoxy-4-methoxymethoxy-3,5-dimethyl-tetrahydro-pyran-2-yl)-2,8,10-trimethyl-tetradeca-6,11-dien-1-ol (565229-91-6)

Guidance literature:

Multi-step reaction with 9 steps

1.1: 64 percent / pyridinium p-toluenesulfonate / benzene / 3 h / Heating

2.1: 99 percent / tetrabutylammonium fluoride / tetrahydrofuran / 2 h / 20 °C

3.1: I₂; imidazole; triphenylphosphine / CH₂Cl₂ / 1 h / 0 °C

4.1: 4.5 g / benzene / 36 h / Heating

5.1: NaHMDS / tetrahydrofuran / 0.33 h / 20 °C

5.2: 67 percent / tetrahydrofuran / 4.33 h / -78 - 20 °C

6.1: diisobutylaluminum hydride / hexane; CH₂Cl₂ / 2 h / 0 °C

7.1: 270 mg / pyridinium sulfur trioxide; N,N-diisopropylethylamine / dimethylsulfoxide; CH₂Cl₂ / 1 h / 20 °C

8.1: NaHMDS / tetrahydrofuran / 0.33 h / 20 °C

8.2: 67 percent / tetrahydrofuran / 4.33 h / -78 - 20 °C

9.1: diisobutylaluminum hydride / hexane; CH₂Cl₂ / 2 h / 0 °C

With 1H-imidazole; tetrabutyl ammonium fluoride; iodine; sodium hexamethyldisilazane; sulfur trioxide pyridine complex; pyridinium p-toluenesulfonate; diisobutylaluminium hydride; N-ethyl-N,N-diisopropylamine; triphenylphosphine; In tetrahydrofuran; hexane; dichloromethane; dimethyl sulfoxide; benzene; 5.2: Wittig olefination / 8.2: Wittig olefination;

DOI:10.1021/jm0204136

Reference yield:

(S)-4-Benzyl-3-[(2S,3R)-6-(tert-butyl-dimethyl-silanyloxy)-3-hydroxy-2-methyl-hexanoyl]-oxazolidin-2-one (154919-93-4) → (6Z,11Z)-(2R,3R,8S,9R,10S)-3,9-Bis-(4-methoxy-benzyloxy)-14-((2S,3S,4S,5R,6R)-6-methoxy-4-methoxymethoxy-3,5-dimethyl-tetrahydro-pyran-2-yl)-2,8,10-trimethyl-tetradeca-6,11-dien-1-ol (565229-91-6)

Guidance literature:

Multi-step reaction with 7 steps

1.1: 95 percent / lithium borohydride / methanol; tetrahydrofuran / 2.33 h / 0 - 20 °C

2.1: 72 percent / pyridinium p-toluenesulfonate / benzene / 15 h / Heating

3.1: 97 percent / tetrabutylammonium fluoride / tetrahydrofuran / 2 h / 20 °C

4.1: I₂; imidazole; triphenylphosphine / CH₂Cl₂ / 1 h / 0 °C

5.1: 4.5 g / benzene / 36 h / Heating

6.1: NaHMDS / tetrahydrofuran / 0.33 h / 20 °C

6.2: 67 percent / tetrahydrofuran / 4.33 h / -78 - 20 °C

7.1: diisobutylaluminum hydride / hexane; CH₂Cl₂ / 2 h / 0 °C

With 1H-imidazole; lithium borohydride; tetrabutyl ammonium fluoride; iodine; sodium hexamethyldisilazane; pyridinium p-toluenesulfonate; diisobutylaluminium hydride; triphenylphosphine; In tetrahydrofuran; methanol; hexane; dichloromethane; benzene; 6.2: Wittig olefination;

DOI:10.1021/jm0204136

upstream raw materials:

(4S,5R)-4-{(3Z,5S,6S,7S,8Z)-6-(4-methoxybenzyloxy)-11-[(2S,3R,4S,5R,6R)-6-methoxy-4-methoxymethoxy-3,5-dimethyltetrahydropyran-2-yl]-5,7-dimethylundeca-3,8-dienyl}-2-(4-methoxyphenyl)-5-methyl[1,3]dioxane

p-Anisaldehyde dimethyl acetal

(S)-4-Benzyl-3-[(2S,3R)-6-(tert-butyl-dimethyl-silanyloxy)-3-hydroxy-2-methyl-hexanoyl]-oxazolidin-2-one

(2S)-2-[(4R,5S)-2-(4-methoxyphenyl)-5-methyl[1,3]dioxan-4-yl]propan-1-ol

Downstream raw materials:

carbamic acid, (1S,2S,3R,6Z,8S,9S,10S,11Z)-1-isopropyl-3,9-bis(4-methoxybenzyloxy)-14-[(2R,3R,4S,5R,6R)-6-methoxy-4-methoxymethoxy-3,5-dimethyltetrahydropyran-2-yl]-2,8,10-trimethyltetradeca-6,11-dienyl ester

(8Z,13Z)-(3S,4R,5R,10S,11R,12S)-5,11-Bis-(4-methoxy-benzyloxy)-16-((2S,3S,4S,5R,6R)-6-methoxy-4-methoxymethoxy-3,5-dimethyl-tetrahydro-pyran-2-yl)-2,4,10,12-tetramethyl-hexadeca-8,13-dien-3-ol

(2S,3R,6Z,8S,9S,10S,11Z)-3,9-bis(4-methoxybenzyloxy)-14-[(2S,3R,4S,5R,6R)-6-methoxy-4-methoxymethoxy-3,5-dimethyltetrahydropyran-2-yl]-2,8,10-trimethyltetradeca-6,11-dienal